ID: ALA2348379

Max Phase: Preclinical

Molecular Formula: C23H36F2N2O5

Molecular Weight: 458.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)C(=O)N(CCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO)c1ccc(F)cc1F

Standard InChI:  InChI=1S/C23H36F2N2O5/c1-23(2,3)22(32)27(17-9-8-15(24)12-16(17)25)11-7-5-4-6-10-26-13-19(29)21(31)20(30)18(26)14-28/h8-9,12,18-21,28-31H,4-7,10-11,13-14H2,1-3H3/t18-,19+,20-,21-/m1/s1

Standard InChI Key:  RYYWPPOJEFWFRA-PLACYPQZSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 458.55

Molecular Weight (Monoisotopic): 458.2592

AlogP: 1.66

#Rotatable Bonds: 9

Polar Surface Area: 104.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.90

CX Basic pKa: 8.37

CX LogP: 1.95

CX LogD: 0.94

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -0.34

References

1. Du Y, Ye H, Gill T, Wang L, Guo F, Cuconati A, Guo JT, Block TM, Chang J, Xu X..  (2013)  N-Alkyldeoxynojirimycin derivatives with novel terminal tertiary amide substitution for treatment of bovine viral diarrhea virus (BVDV), Dengue, and Tacaribe virus infections.,  23  (7): [PMID:23453839] [10.1016/j.bmcl.2013.01.108]

2. Du Y, Ye H, Guo F, Wang L, Gill T, Khan N, Cuconati A, Guo JT, Block TM, Chang J, Xu X..  (2013)  Design and synthesis of N-alkyldeoxynojirimycin derivatives with improved metabolic stability as inhibitors of BVDV and Tacaribe virus.,  23  (14): [PMID:23747225] [10.1016/j.bmcl.2013.04.052]

Source

Source(1):

• Scientific Literature